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How To Be Your Own Best Friend


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There was a period in my life between ages 18 and 22 where I really struggled with spending alone. I went from living with my family, where I was always surrounded by people and spending time alone was a choice, to living by myself in Toronto where being alone was the default. I now covet my alone time, but back then I was terrified of my own company — especially on the weekends, when I assumed everyone but me was out doing “cool stuff.” I’d sign up for extra shifts at work and say yes to plans with friends (no matter how ridiculous) just so I wouldn’t have to deal with the inevitable panic attack that would set in whenever I thought of staying home alone in my apartment.

Something changed around 22 or 23 and I finally re-learned how to date myself. Here’s a few things that have helped me build a better relationship with myself.

1. Find out what you love and do more of that thing.

A few years ago, I realized I feel most like myself when I’m dancing or moving my body (barre, yoga, climbing a pole), so I’ve made a concerted effort to do those things. If you’re not sure what you love, give yourself permission to experiment and try as many new things as possible. You might end up falling in love with a part of yourself that you never knew existed (or you might just end up taking a lot of photos of a half-naked G.I. Joe).

2. Take yourself on dates.

Solo dates are the best because you can do WHATEVER YOU WANT! I used to feel really awkward sitting alone in a restaurant or a movie theater, but now I kind of love it. I still love doing these things with other people best, but sometimes it’s nice to know you can go have an awesome day/night all on your own.

3. Listen to your buddy voice.

Our intuition often gives us the best advice… if we’re willing to listen. That rising sense of anxiety you get whenever you get a text from a certain person? The sinking feeling you get before doing x, y or z? The nagging sense that something just feels off? These aren’t just random thoughts. Your intuition wants the best for you, so it’s important to listen to “your buddy voice” (as my friend likes to call it). Respect your personal boundaries. If something feels wrong, it probably is.

4. Masturbate.

Seriously. I’m of the firm belief that the world would be a better place if we all took more time for self-pleasure. To quote RuPaul, “if you don’t love yourself, how in the hell are you going to love somebody else?” The same applies to sex: you can’t expect someone to please you, if you don’t know how to please yourself. So don’t be afraid to explore and experiment in this regard too. You can check out omgkinky.com for some suggestions. The Skinny Dip archives are also chock-full of ideas for solo-play!

5. Stop emotionally drop-kicking yourself.

I can be my own worst enemy, but I’m trying to get better at quieting the negative self talk. Treat yourself how you’d want to be treated. Would your best friend repeatedly tell you that you suck? No, of course not. So, stop saying these things to yourself. Instead, remind yourself that you’re pretty great & are doing your best.

6. Be unapologetic about your interests.

My interests are eclectic to say the least. I like taking photos of Joe the Intern, collecting pins, reading like a beast, looking at art and occasionally taking a few spins around the pole. I’m also obsessed with soul music, hip hop and true crime podcasts. I used to think that I had to hide certain interests so that my story as a person would make sense for other people (I mean, it’s already weird enough that I’m a sex writer without having to add, “oh and by the way, I’m also super into doll photography!”) but I’ve since learned that I’m not doing the world any favors by pressing the dimmer switch on my identity. The more I embrace my interests, the more confident I feel and the easier it becomes to spend time solo.

7. Take a trip by yourself.

My recent foray into solo travel has definitely evolved the relationship I have with myself. While I’d be lying if I said there weren’t some lonely moments when I went to Los Angeles, Mexico or Jamaica solo, for the most part traveling solo was an exhilarating experience. You can visit unique destinations and once you’re there, explore them however you like. Traveling solo is something everyone should try at least once.

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